Acyl Fluorides from Carboxylic Acids, Aldehydes, or Alcohols under Oxidative Fluorination

Org Lett. 2021 Feb 5;23(3):847-852. doi: 10.1021/acs.orglett.0c04087. Epub 2021 Jan 19.

Abstract

We describe a novel reagent system to obtain acyl fluorides directly from three different functional group precursors: carboxylic acids, aldehydes, or alcohols. The transformation is achieved via a combination of trichloroisocyanuric acid and cesium fluoride, which facilitates the synthesis of various acyl fluorides in high yield (up to 99%). It can be applied to the late-stage functionalization of natural products and drug molecules that contain a carboxylic acid, an aldehyde, or an alcohol group.

Publication types

  • Research Support, Non-U.S. Gov't